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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H26O
Molecular Weight 222.3663
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-CARYOPHYLLENE ALCOHOL

SMILES

CC1(C)C[C@H]2[C@H]1CC[C@]3(C)CCC[C@@]2(O)C3

InChI

InChIKey=FUQAYSQLAOJBBC-PAPYEOQZSA-N
InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3/t11-,12+,14+,15-/m1/s1

HIDE SMILES / InChI

Description

beta-Caryophyllene alcohol is a fragrance ingredient used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. Its use worldwide is in the region of <0.1 metric tonnes per annum. In vivo studies found that b-Caryophyllene alcohol significantly inhibited asthma induced by histamine and acetylcholine in guinea pigs with the efficacy lasting for at least 6 hours and with the potency equivalent to aminophylline. Inhibition of airway inflammation and scavenging of free radical and reactive oxygen species was one of the mechanisms of anti-asthmatic action

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
For intravenous (i.v.) pharmacokinetic studies, the rats were treated with low (5 mg/kg), middle (10 mg/kg) and high (20 mg/kg) doses of b-Caryophyllene alcohol solution (in 5% glucose containing 30% ethanol as solubilizer) via tail vein. For oral pharmacokinetic studies, the rats received an intragastric (i.g.) dose (100 mg/kg) of b-Caryophyllene alcohol solution, suspension (in 0.5% sodium carboxy-methylcellulose) and PEG formulation.
Route of Administration: Other
In Vitro Use Guide
S. griseus strain S4–7 was used for activity evaluation. To test antifungal activity, the volatile mixture concentration of S4–7 was prepared at 5 mg ml21 and 40, 20 and 10 ml samples used. The synthetic caryolan-1-ol was diluted to 0.075, 0.038, 0.019, 0.009 and 0.005 mmol ml21. A paper disc (8 mm) treated with a fraction of volatiles mixture or synthesized caryolan-1-ol was put in the lid of the Petri dish cover and B. cinerea was grown on the agar at 278C. After 4 days of incubation, mycelial growth was measured.